DE125666C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

M 125666 CLASS 22 ö.

In the patent specification 94396 (addition to the patent 91152) it was shown that by action of primary, aromatic amines on 1,4-amidooxyanthraquinone in the presence a suitable condensation agent as well as a reducing agent both the hydroxyl group as well as the amido group is replaced by the amine radical in question and one so too Dyes of the chinizarin green series respectively. whose leuco compounds get.

Closer investigation has now shown, that also in this method, the reaction in two phases passes by first mono-substitution products are formed (see FIG. Patent specifications 86150, 86539, 9 ^ΤΙ 5 ²⁾ 93223), namely DAF what was to be expected in any way , it is the hydroxyl group which is substituted first. This leads to bodies with the following constitution:

NH-R

NH ₂ ,

where R is an aromatic radical such as phenyl, tolyl, etc.

For the technical representation of these dyes, however, the special method is superfluous the patent 94396 to use; one can use the general procedure of the patent Use 86150, i.e. carry out the condensation without adding a reducing agent. The products obtained, in the form of their sulphonic acids, represent valuable blue dyes which unheated wool can be dyed in pure blue, very real nuances and from the similarly composed dyes, which z. B. by condensation of Dibroma-amidoanfhraquinone (Patent 11 5048) with aromatic amines, arise and which Halogen derivatives of the above products are due to their greater solubility and better leveling power distinguish. Of the dyes of the so-called quinizarin blue series of the type

NH-R

CO I
\

OH

they have the great advantage that their dyeing is complete on unheated wool are alkali-proof.

Instead of the 1,4-amidooxyanthraquinone, its α- and ß-sulfonic acid (see Patents 101919 and 105634) are used

Previous additions: 86539, 89090, 91149, 91150, 95625, 101805, ^IOI 8o6, 114199, 116867.

Claims (1)

sulfonic acids suitable for dyeing are obtained directly. Example. io kg ι · 4-amidooxyanthraquinone are with 100 kg of p-toluidine and 5 kg of crystallized boron acid heated to 150-160 °, whereby the color the melt of Roth turns blue. If no more color change to it can be seen, the melt is allowed to cool and mixed with methyl alcohol, whereupon the dye formed gradually separates out in pure dark blue crystals. Solve this in chloroform, pyridine, aniline easily with pure blue color, in wood spirit and alcohol they are more difficult to dissolve. The solution in concentrated sulfuric acid is dirty purple. The sulphonic acid of the dye extremely dyes both unstained and chromed wool beautiful and real pure blue nuances. Similarly, the dyes are made from the sulfonic acids of amidooxyanthraquinone manufactured. The characteristics of some representatives of this body class can be seen from the following table : Dye from: Solution in
aniline Solution in
Pyridine Solution in
cold cone.
sulfuric acid Coloring on
chrome
pickled
Wool Coloring on
unheated
Wool i, 4-amidooxyanthraquinone
4-p-toluidine greenish
blue blue bluish purple - - i, 4-amidooxyanthraquinone
+ Aniline blue violet blue rdth violet - - i, 4-amidooxyanthraquinone
+ m-xylidine violet red-violet blue - '·; - α-1,4-amidooxyanthraquinone
sulfonic acid + p-toluidine greenish
blue blue violet greenish
blue blue 3-1, 4-amidooxyanthraquinone
sulfonic acid + p-toluidine greenish
blue blue green Blue greenish
blue blue. Godfather ν TA ν SPRU CH:
Process for the preparation of Paraamidoalphylidoanthraquinones respectively. their sulphonic acids, consisting in the fact that one after the Process of patent 86150 in 1,4-amidooxyanthraquinone respectively whose sulfonic acids replace the hydroxyl group with an alphylido radical.